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Thermo Scientific Chemicals
Boc-ON, 98+%
CAS: 58632-95-4 | C13H14N2O3 | 246.266 g/mol
化学物質識別子
CAS58632-95-4
IUPAC Nametert-butyl (Z)-[cyano(phenyl)methylidene]amino carbonate
Molecular FormulaC13H14N2O3
InChI KeyQQWYQAQQADNEIC-RVDMUPIBSA-N
SMILESCC(C)(C)OC(=O)O\N=C(/C#N)C1=CC=CC=C1
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仕様
スペックシート
スペックシートAppearance (Color)White to pale yellow
FormCrystals or powder or crystalline powder
Melting Point (clear melt)84.0-91.0?C
Assay (HPLC)≥98.0%
Widely used for protection of amino groups in peptide synthesis and multi-step organic synthesis of small molecules.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
Widely used for protection of amino groups in peptide synthesis and multi-step organic synthesis of small molecules.
Solubility
Soluble in ethyl acetate, ether and benzene. Insoluble in water.
Notes
Moisture Sensitive, store away from water/moisture. Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store under dry inert gas.
Widely used for protection of amino groups in peptide synthesis and multi-step organic synthesis of small molecules.
Solubility
Soluble in ethyl acetate, ether and benzene. Insoluble in water.
Notes
Moisture Sensitive, store away from water/moisture. Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store under dry inert gas.
RUO – Research Use Only
General References:
- Xavier Ariza; Fèlix Urpí; Carles Viladomat; Jaume Vilarrasa. One-pot conversion of azides to Boc-protected amines with trimethylphosphine and Boc-ON. Tetrahedron Letters., 1998, 39 (49), 9101-9102.
- A. Paul Krapcho; Christopher S. Kuell. Mono-Protected Diamines. N-tert-Butoxycarbonyl-α,ω-Alkanediamines from α,ω-Alkanediamines. Synthetic Communications: An International Journal for Rapid Communication of Synthetic Organic Chemistry, 1990, 20(16), 2559-2564.
- Reagent for the preparation of Boc-derivatives of amino acids, preferred on safety grounds to the unstable t-butyl azidoformate. In aqueous dioxane and in the presence of triethylamine as base, reaction is rapid at room temperature. The organic by-product, 2-hydroxyimino-2-phenylacetonitrile is easily removed by extraction into an organic phase: Tetrahedron Lett., 4393 (1975); Bull. Chem. Soc. Jpn., 50, 718 (1977). See Appendix 6.